Portland, Maine Tours & Activities in 2026

Portland , Maine

From $ 60.00

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the sun setting over the city as we paddle back to the East End Beach.  This two-hour tour is designed for paddlers of all experience levels -- including first-time kayakers. The exact route you take will depend on the weather conditions and the group's interests and experience, but the Sunset Tour often starts out venturing into the waterfront of Portland harbor, and then into the open waters towards the islands of Casco Bay. We will cancel this tour if there is steady rain, strong winds or other conditions that we believe will prevent guests from having a great paddling experience. However, we will run our tours when there are light showers, overcast skies or cooler than average temperatures.

Portland , Maine

From $ 69.00

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the multiple lighthouses, islands, and forts you will see while cruising around. We will turn the bow toward Portland so you can take in a Maine sunset from the water and then cruise through Portland Harbor as the city’s nighttime skyline illuminates. You won’t find a more spectacular experience in Maine! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

Portland , Maine

From $ 99.00

Board the Elizabeth Grace for this exclusive one-of-a-kind experience. Whether you are a local or visiting from away, the stone fortresses built in the early 19th century in Portland Harbor are always captivating. They are imposing reminders of days not too far gone when the defense of our coastline required their presence. Despite their prominence, the forts are not easy to access for a variety of reasons, and most locals and visitors have never been to Fort Scammel, the only fort in the Harbor to see active combat. Fortunately, the owners of Fort Scammel have partnered with us to offer private tours of this incredible historic site. This is an experience NOT TO BE MISSED! Along the way, we’ll cruise past some of the other great sights in the bay, including the iconic lighthouses. GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible! Our Fort Tour on a Private Island has a 4 PERSON MINIMUM to operate.

Portland , Maine

From $ 85.00

Explore the beautiful islands of Casco Bay in this four-hour sea kayak tour. After a brief lesson on the basics of sea kayaking, you'll set out with a licensed Maine Guide. The small group will island-hop through the bay, looking out for seals and seabirds and enjoying the views of lighthouses, 19th-century forts and other fascinating landmarks. We’ll stop at an island for a break and a snack provided by Portland Paddle. This is a great tour for anyone who wants to get a taste of sea kayaking in the rugged islands of the Maine coast. Our most popular trip!

Portland , Maine

From $ 15.29

Experience historic architecture, harbor views, and rich seaside culture with this driving tour of Portland, Maine! Cross the cobbled streets of Old Port, chock full of shops, restaurants, and bars, all complemented by the sparkling bay. Dive into the city’s long and embattled history at a church still sporting British cannonballs. See iconic Maine lighthouses and visit pristine beaches. Portland may be a small city, but it packs a big punch! Purchase one tour per car, not per person. Everyone listens together! After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

Portland , Maine

From $ 69.00

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is the perfect way to see the lighthouses, historic stone forts, and rocky islands that make Casco Bay a world-renowned destination. Relax with a drink as you take in the scenery! GROUP OF 6 OR MORE? Please reach out to us about private charter options for the best experience possible!

Portland , Maine

From $ 7.75

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.

Portland , Maine

From $ 90.00

Our 2-Hour tour leaves at 9 am or 3 pm and follows the scenic South Portland Greenbelt Pathway to two local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort Preble, before returning to the bike shop.

Portland , Maine

From $ 129.00

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling marine adventure. As we cruise along the rugged coastline, keep your eyes peeled for the majestic giants of the sea – humpback whales, fin whales, and minke whales are frequently spotted in these waters. Our experienced naturalist guides will be with you every step of the way, providing fascinating insights into the behavior and biology of these incredible creatures. The tour also offers the opportunity to observe a variety of other marine life, including seals, porpoises, and a wide range of seabirds. Don't forget to bring your camera, as you'll want to capture these unforgettable moments.

Portland , Maine

From $ 89.00

Discover the rich history and stunning architecture of the City of Portland . Only 3.5 miles long and 3/4 miles wide, the Portland peninsula is packed full of food, history, and culture. This 2.5-hour tour will show you the best of the peninsula.

Portland , Maine

From $ 99.00

Tasting oysters harvested from the ocean where they were grown is significantly different and better than eating them at an oyster bar, especially when you just shucked them! Freshness counts! This sea kayaking tour that teaches you the basics of sea kayaking on land before launching at Mere Point in Brunswick to visit a working oyster farm in NW Casco Bay!  After visiting the oyster farm, we'll stop on an island for your lesson on shucking, tasting, and snacks. Learn about aquaculture in Maine and how it improves the health of the bays. Sea kayaking is an easy, fun way to sight see from the water.  We often see different kinds of sea gulls, cormorants, black and mallard ducks, eider ducks, great blue herons, snowy egrets, osprey and bald eagles. If we are lucky, we will see a seal. Paddlers of all ages will love exploring Casco Bay in this protected, scenic, historic area! No experience is needed. Single and double kayaks are used on this eco-guided tour by a Master Maine Guide.

Portland , Maine

From $ 69.00

Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildlife, birds, and lighthouses and our unique 14-passenger RIB boat is suited to tour the region while everyone gets a front-row seat so you can see and experience more of it. Learn about Portland’s nautical history, view wildlife like seals, harbor porpoises, and sea birds, and stop for photos at quintessential sights like all four lighthouses, Fort Gorges, seals, and the working waterfront while also escaping to lesser-known areas of the bay where wildlife viewing is the best. This is a unique tour that is unmatched in the breadth of its experience with a local captain to guide you and answer your questions about the region. Please join us for the Best Of Casco Bay!

Portland , Maine

From $ 29.00

Step back in time to the bustling 18th Century port, where shipbuilding, trade, and whispers of strange occurrences at sea filled the air. Known for its picturesque waterfront, historic architecture, and vibrant arts scene, Old Port reveals its darker side at night. Supernatural tales include apparitions, psychic phenomena, and a sea serpent nicknamed Cassie.

Portland , Maine

From $ 99.00

Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing profound growth in our craft beverage scene including a range of spirits and locally produced wine. Neighborhoods like Portland’s East Bayside are brimming with craft beverage options to suit any taste, from Three of Strong’s small batch, organic rum to wines from Blue Lobster Urban Winery which are blended with Maine wild blueberries and apples from local orchards. The third stop of the tour concludes at the Portland Beer Hub, the home of Maine Brews Cruise, and a blend of beer bar and retail space in the bustling heart of Portland’s Old Port. As a bonus, all guests snag a 10% discount on additional draft and to-go purchases at the Portland Beer Hub. Please note that tour stops may change without notice due to events and the availability of staff at each venue.

Portland , Maine

From $ 109.00

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This historic beacon, with its striking architecture and stark coastal backdrop, is a sight to behold from the perspective of the Atlantic Ocean as seafarers have done for more than 200 years. After photos and information about this iconic lighthouse, we continue the ride along the rocky shores of Cape Elizabeth to Two Lights State Park, whose twin lighthouses perch atop dramatic cliffs. Our best chance for wildlife comes during the next leg of the ride as we cruise open waters to Halfway Rock Lighthouse, a true maritime relic. Standing proudly on a remote ledge in the open ocean, it has guided mariners through thick fog and turbulent waters for over a century. Seals are often found hanging on the rocks and feeding in the nutrient-rich waters.

Portland , Maine

From $ 44.00

The Must-Do Sebago Lake Experience! Explore the panoramic views of Sebago Lake with our unbeatable rental package! With our EZ Launch system, you'll enjoy easy access to launch right from our private site nestled between Panther Run stream and the north end of Sebago Lake. With your fitted life jacket, paddle and map in hand, you'll have endless opportunities to discover the lake's hidden coves, beaches, islands and wildlife. Paddle along meandering streams before emerging into Sebago's scenic waters. Beach your vessel and savor a picnic lunch. Venture deep into secluded inlets to glimpse native wildlife. Or simply cruise the lake while soaking in Maine's iconic scenery. The varied landscape offers towering pines, rocky outcroppings and sandy beaches. Ample parking, friendly staff, and convenient amenities like bathrooms and changing rooms, our facilities make Sebago Lake an ideal destination for a hassle-free day on the water.